JPS6358200B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to metal rolling oil. Conventionally, palm oil has been used as a rolling oil for steel plates for a long time, but instead, animal and vegetable oils such as beef tallow, lard, Nagasu whale hardened oil, mineral oils, or mixtures of these oils are used as base oils, and additives and oil-based oils are used as rolling oils. Products containing improvers, antioxidants, surfactants, etc. are widely used. On the other hand, the progress of rolling machinery equipment has progressed significantly, and as mills have become larger, there has been a demand for rationalization and precision of the rolling process, such as reducing the number of passes, increasing rolling speed, and increasing the standard accuracy of rolled products. As a result, the conditions for rolling oil are becoming more severe.
Palm oil and tallow-based rolling oils are no longer able to satisfy this condition, but at present no alternative rolling oil has yet been found. The present invention aims to provide a rolling oil that has better rolling performance than conventional palm oil or beef tallow-based rolling oils and can satisfy the harsh rolling processes currently required. The rolling oil of the present invention is composed of the following. At least 1 in 1 molecule obtained by reacting an aliphatic carboxylic acid having 12 to 22 carbon atoms with a polyamine.
It is characterized by using a compound obtained by reacting a compound obtained by further adding an alkylene oxide (hereinafter abbreviated as AO adduct) with a dicarboxylic acid to an amide compound in which active hydrogens remain. It is a metal rolling oil that can be used by adding extreme pressure additives, surfactants, antioxidants, etc. as necessary. The aliphatic carboxylic acids having 12 to 22 carbon atoms used in the present invention include saturated fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid, oleic acid, linoleic acid, linolenic acid, and ricinoleic acid. and unsaturated fatty acids such as arachidonic acid. Next, an aliphatic carboxylic acid having 12 to 22 carbon atoms is reacted with a polyamine to obtain an amide compound in which at least one amine group remains in the molecule.The polyamine used here is ethylenediamine,
propylene diamine, hexamethylene diamine,
Examples include diethylenetriamine, triethylenetetramine, tetraethylenepentamine, and pewataethylenehexamine. The above amide compound has a polyamine and a carbon number
It is obtained by performing an amide reaction with 12 to 22 aliphatic carboxylic acids. To give an example of the reaction conditions, the number of moles of aliphatic carboxylic acid used in the reaction is determined so that at least one amine group remains in the molecule for 1 mole of polyamine. For example, for 1 mole of ethylenediamine, For lauric acid, add 1 mole and place under nitrogen gas flow.
The desired amide compound is obtained by reacting at a temperature of 140 to 260°C for 2 to 25 hours. The number of amine groups remaining in the amide compound molecule is calculated from the amine value. Next, an alkylene oxide is added to this amide compound to obtain an AO adduct. The addition reaction of alkylene oxide to this amide compound is also carried out by a conventional method. Examples of the alkylene oxide used here include ethylene oxide and propylene oxide, and these alkylene oxides may be added alone or in a random or block manner, and the number of moles added is The amount is from 2 to 100 mol, preferably from 3 to 60 mol. The AO adduct obtained as described above is reacted with a dicarboxylic acid to obtain a compound used in the metal rolling oil of the present invention. The reaction between the AO adduct and dicarboxylic acid is obtained by adding 0.3 to 2 moles of dicarboxylic acid to 1 mole of the AO adduct and reacting at 130 to 200°C. Dicarboxylic acids in the present invention include succinic acid,
Examples include adipic acid, azelaic acid, sebacic acid, and maleic acid. If amines remain in the resulting reaction product, generally known treatments such as neutralization, quaternization, and amphotericization may be performed as necessary using processing agents suitable for each treatment. After doing so, it can be used. By performing these treatments, it is possible to appropriately adjust the hydrophilicity of the reaction product according to the usage conditions, and also to adjust the polarity of the reaction product and control its adsorption to metal surfaces. You can also do it. These reaction products have high performance as rolling oil when used as is, but they can also be used by mixing with conventional rolling oil, and if necessary, extreme pressure additives, surfactants, and antioxidants may be added. It is also possible to use a mixture of the following. The present invention will be explained in more detail with reference to Examples below. Synthesis Example 1 After reacting 684 parts of behenic acid and 146 parts of triethylenetetramine at 200 to 240°C under a nitrogen gas stream for 20 hours, addition reaction with 880 parts of ethylene oxide at 160 to 180°C resulted in an acid value of 4.8 and a hydroxyl value of 64. The compound was obtained.
Next, 172 parts of sebacic acid was added and heated at 200 to 220°C for 10 minutes.
The reaction was carried out for a period of time to obtain a compound with an acid value of 7.0 and a hydroxyl value of 7.4. Synthesis Example 2 After reacting 60 parts of ethylenediamine and 200 parts of lauric acid at 150 to 160°C under a nitrogen gas stream for 8 hours, addition reaction of 440 parts of ethylene oxide was carried out at 140 to 150°C to obtain a compound with an acid value of 1.8 and a hydroxyl value of 160.5. I got it. Next, add 118 parts of succinic acid to this and heat at 180-200℃.
The mixture was reacted for 8 hours to obtain a compound with an acid value of 10.2 and a hydroxyl value of 12.1. Synthesis example 3 103 parts of diethylenetriamine, 568 parts of stearic acid
After reacting for 8 hours at 220-240°C under a nitrogen gas stream, 220 parts of ethylene oxide was added at 160-180°C, and then 174 parts of propylene oxide was added at 170-240°C.
An addition reaction was carried out at 190°C to obtain a compound with an acid value of 1.2 and a hydroxyl value of 79.5. This is then added to azelaic acid 146
of the acid value and reacted at 220-250℃ for 16 hours.
16.0, and a compound with a hydroxyl value of 12.0 was obtained. Synthesis example 4 116 parts of hexamethylene diamine, 282 parts of oleic acid
After reacting for 10 hours at 180 to 190°C under a nitrogen gas stream, 870 parts of propylene oxide was subjected to an addition reaction at 170 to 180°C to obtain a compound having an acid value of 1.5 and a hydroxyl value of 85.0. Next, 146 parts of adipic acid was added to this,
Reacted at 180-200℃ for 8 hours, acid value 5.7, hydroxyl value
Compound 10.3 was obtained. Synthesis Example 5 After reacting 232 parts of pentaethylenehexamine and 894 parts of ricinoleic acid at 190 to 200°C under a nitrogen gas stream for 8 hours, 880 parts of ethylene oxide was reacted at 160 to 170°C.
Then, 580 parts of propylene oxide was added thereto at 180 to 190°C to obtain a compound having an acid value of 1.5 and a hydroxyl value of 132.0. Next, 98 parts of maleic anhydride was added thereto, and the mixture was reacted at 180 to 200°C for 8 hours to obtain a compound having an acid value of 5.2 and a hydroxyl value of 80.0. Friction coefficient (μ) of Examples 1 to 5 of rolling oil having the composition shown in Table 1 using the compounds obtained in Synthesis Examples 1 to 5,
The pressure resistance was measured, and the results are shown in Table 2 as a comparative example along with the measurement results of tallow-based rolling oil.
In addition, rolling performance tests were conducted by applying a certain amount of rolling oil to the rolled material as it was for Examples 1 to 3, and by supplying it as a 5% concentration emulsion for Examples 4 and 5 and Comparative Examples. . The amount of oil adhering to the rolled material was 1 g/m ² in all Examples 1 to 5 and Comparative Example. Test results are shown in rolling reduction ratio (%) and rolling load (ton)
The relationship between rolling performance and rolling performance is evaluated and shown in Figure 1. The test method regarding the lubrication performance of the rolling oil of the present invention is as follows. Friction coefficient (μ) test method Soda pendulum type oil tester N type load-bearing capacity test method Shell type high speed four-ball friction tester

【table】

[Table] Rolling test method Rolling machine: Four-high roll rolling machine Work roll diameter 150 mm x width 140 mm Back-up roll diameter 250 mm x width 140 mm Roll material Chrome steel roll circumferential speed 30 m/min Rolling material: SPC-C Thickness 0.6 mm × Width 50 mm × Length 150 mm Method of measuring rolling performance Two lines with a spacing of 50 mm (l ₁ ) are drawn on the steel plate before rolling, the lines are rolled, and the spacing after rolling (l ₂ ) is measured. The rolling reduction ratio was calculated using the formula. Rolling ratio (%)=l ₂ −l ₁ /l ₂ ×100 Further, the rolling load (ton) at that time was measured using a load cell.

[Brief explanation of the drawing]

FIG. 1 is a rolling performance comparison diagram showing the rolling performance of Examples 1 to 5 of the rolling oil of the present invention and a comparative example based on the relationship between rolling load and rolling reduction.

Claims (1)

[Claims] 1. A compound obtained by further adding an alkylene oxide to an amide compound in which at least one active hydrogen remains in one molecule, which is obtained by reacting an aliphatic carboxylic acid having 12 to 22 carbon atoms with a polyamine; A metal rolling oil characterized by using a compound obtained by reacting with a dicarboxylic acid.